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Estimated Taxes Due Tomorrow, January 15th.

It’s that time yet again! If you pay estimated taxes like I do, your Federal and State payments are due tomorrow, January 15th. I have been paying estimated taxes for many years now, and while I find it kind of a pain in the you-know-what, I truly enjoy working for myself on my own time. It’s definitely a trade-off to make sure I always put away enough money to pay the taxes every 3 months! I have a special “Taxes” account over at ING Direct that I put 30% of every dollar I make into, as I made the mistake 2 years ago of not setting enough aside – and boy did that hurt come April 15th. So I cannot recommend enough that you open an account just for your estimated taxes and fund it as well as possible.

paytaxes Estimated Taxes Due Tomorrow, January 15th.
Photo from Shutterstock

As for paying your estimated, you can either send a check to the IRS or use your credit card over at Official Payments, which is what the IRS uses for online payments. I pay mine by credit card for the reward points, but you have to make sure the fee to do so outweighs any reward you may be getting from your credit card company. For me, the miles I earn on my Amtrak card are worth more than the fee, so it’s a no-brainer. But be sure you do the math before deciding which way you are going to pay!

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Could You Buy Life Insurance For Those You Love…With You As The Beneficiary?

Is that even legal? Ethical? Moral? I mean, the person you would be buying the life insurance for would know you were doing it, so what would be wrong with it? I imagine it would take some heavy lifting mathematically to figure out your investment in the policy and your payout should the person die versus just investing the money yourself in the market or some other vessel, but still…I wonder if it would work. I wonder if it is being done by anyone. Whether paying the “client” under the table on a monthly basis or paying the policy outright, the idea fascinates me.

I mean, I could go buy a policy on my life and name anyone I wanted as a beneficiary – so why couldn’t it work in reverse? Let’s say I bought a policy on a parent and named myself as beneficiary – how is that any different than the first scenario? If one did the math and decided that was a good way to “set aside” $X.XX per month, would there be any problems with any regulatory agencies?

Basically you would be gambling on the futures of people you know by purchasing term life insurance on them. I wonder…What do you guys think?

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How To Employ A Balanced Investment Approach.

This guest post is brought to you by The Digerati Life.

When we hear of the terms “Short Term” and “Long Term” in the investing world, these terms refer to an investment period. Traditionally for tax purposes, the Short Term is defined as any investment holding time period less than one year while Long Term is any time period greater than one year. One technical difference between the two is how you record your Capital Gains and Losses on the IRS Schedule D. It has been suggested that small investors should not invest in the short term due to high commission charges. But with the advent of online stock trading, and lowered commissions offered by many discount brokers, that advice has less relevance.

For small investors, investment experts have long advocated the principles of long term investing. “Buy and hold for the long term” is considered one of the main stock market investing strategies around. On the other hand, in recent times, more online trading platforms have been developed which allow for less expensive commissions. This certainly encourages the growth of short term investing. Lower commission rates have become more standard among the best online brokerages around. This may very well encourage a lot more short term investing among investors — with many opting to become more active with their trading. But I believe in more of a balance when it comes to managing one’s investment activities: small investors should mix Short Term investing with their Buy and Hold investments in order to make significant enough gains to keep up with inflation, which has long term effects on your investments.

When To Use A Short Term vs Long Term Investing Approach

Let’s say you bought ten stocks a few months ago, and a couple of them are performing poorly. Should you simply hold on to those bad stocks and wait a year? It could be years until those stocks turn upward. Or consider the opportunity costs of your losses by using the Buy and Hold strategy. If you sold the losing stocks in your portfolio after six months, and used the money to buy the winning stocks you researched in the meantime, wouldn’t that be better than holding onto a loser simply for the sake of following a buy and hold strategy or being overly worried about taxes? You have to cut your losses at some point and you may wait longer than a year, but this is something you don’t have to do anymore. Perhaps buying and holding most of your investments and mixing that with some short term trades (done purely strategically) may help you better optimize your investment strategy. A lot of investors cut their losses in the short term in order to tweak their portfolios. In many instances, this makes sense — say when you harvest tax losses or when you do portfolio rebalancing.

The risk in Short Term trading in the past was taken by those people who had large amounts of money at stake for a few minutes, while they profited from a minuscule up tick in the security’s price. Investing like that is not investing. This tactic uses the investment system as a casino and really only belongs to the world of professional traders. The common wisdom here is to keep your trading to a minimum — involve 5% or less of your portfolio in such endeavors. Most of your portfolio should be in mutual funds and index funds where you employ Long Term Investing strategies such as diversification and some degree of buy and hold. But in certain situations, doing a short term trade shouldn’t be a problem if you keep such trades down to a manageable level.

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